Thionyl bromide → HCID 18432807, compound

HRID 2305368Notes

Reaction equation

HRID 2305368 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:9](O)[C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([O:16][CH3:17])[CH:11]=2)[CH:6]=[CH:7][CH:8]=1.S(Br)([Br:21])=O>C(OCC)C>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:9]([Br:21])[C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([O:16][CH3:17])[CH:11]=2)[CH:6]=[CH:7][CH:8]=1

Participants

4

Reactant 2

HCID 68176Thionyl bromideHCID 12197872HCID 12197872, compound

Product 1

HCID 18432807HCID 18432807, compoundYield 97.8%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

22.53 g (92.9 mmol) of di(m-methoxyphenyl)methyl alcohol were dissolved in 200 ml of diethyl ether and, under a nitrogen atmosphere, 28.76 g (138.3 mmol) of thionyl bromide dissolved in 20 ml of diethyl ether were added dropwise. After 6 hours at room temperature, the mixture was poured into ice-water, and the organic phase was separated off, washed with water and saturated NaHCO3 solution, then dried with MgSO4 and concentrated. 27.73 g (97.8%) of crude product were obtained and were immediately reacted further.

Workup

  1. additionwere added dropwise
  2. customthe organic phase was separated off
  3. washwashed with water and saturated NaHCO3 solution
  4. dry with materialdried with MgSO4
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-d31957fe841541ed91a7bc1d90e2d9a6
Source dataset
uspto-grants-2002_08
Patent number
US06440975B1

Reaction notes

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